US3984538A - Hair conditioning shampoo containing chamomile extract and urea or thiourea - Google Patents

Hair conditioning shampoo containing chamomile extract and urea or thiourea Download PDF

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Publication number
US3984538A
US3984538A US05/535,937 US53593774A US3984538A US 3984538 A US3984538 A US 3984538A US 53593774 A US53593774 A US 53593774A US 3984538 A US3984538 A US 3984538A
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urea
thiourea
hair
percent
shampoo
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US05/535,937
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George Noel Korkis
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Dial Corp
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American Cyanamid Co
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Priority to US05/535,937 priority Critical patent/US3984538A/en
Priority to CA238,458A priority patent/CA1066194A/en
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Assigned to DIAL CORPORATION, THE reassignment DIAL CORPORATION, THE ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: AMERICAN CYANAMID COMPANY, A MAINE CORP.
Assigned to DIAL CORP, THE reassignment DIAL CORP, THE CHANGE OF NAME (SEE DOCUMENT FOR DETAILS). EFFECTIVE ON 03/03/1992 Assignors: DIAL CORPORATION, THE
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

Definitions

  • This invention relates to an improved hair shampoo composition and more particularly to an improved hair shampoo composition with hair conditioning effects and special curl retention properties. More particularly it relates to an improved shampoo composition comprising extract of chamomile (Matricaria) in combination with urea.
  • Shampoos generally are aqueous compositions with cleansing agents and with other components or additives present for the purpose of improving performance with respect to the cleansing action on the hair and scalp and insofar as possible, to leave the hair in the desired, pleasing and satisfactory condition.
  • the invention is based on aqueous shampoo compositions with amphoteric and nonionic surfactants as cleansing agents and containing in addition chamomile extract in combination with urea or thiourea.
  • the improved shampoo compositions of the invention thus provide shampoos which have good lathering effects, and easy to use, have good rinseability and leave the hair in a lustrous condition with a soft and silky feel, easily manageable and with improved curl retention or wave set effects.
  • the shampoo compositions of the invention may be prepared to be effective either in acidic pH range (pH 4.5 to 6.5) or the alkaline pH range (pH 7.0 to 8.5). This is a desirable effect in that depending on the color of the hair, a special improvement results in highlighting the color of the hair, for example, in the acidic range, blonde hair acquires special brillance with a warm blonde appearance, while in the alkaline pH range, brown hair appears a warmer brown in both instances with a desirable highlighting effect.
  • a special feature of the shampoo composition is an improvement in curl retention time or wave set retention.
  • the shampoo compositions of the invention in addition to the novel combination of the extract of chamomile and urea or thiourea, are made up with known commercially available conventional aqueous shampoo components, for example, with amphoteric or nonionic surfactants as the primary cleansing agent fraction.
  • conditioning agents dispersants, emulsifiers, opacifiers, thickeners, preservatives, components for pH control, colorants, fragrance material, etc.
  • Amphoteric detergents have been previously used in shampoo formulations where desirable and satisfactory cleansing action results. In addition to the detergent effect, it is also understood that they also impart at least to some degree conditioning properties to the mixture.
  • amphoteric surfactants there may be used a variety of amphoteric compounds, for example, compounds of the betaine type as disclosed in U.S. Pat. No. 3,225,074.
  • betaine suitable as an amphoteric surfactant in shampoo compositions is the betaine derived from coconut fatty acids which may be identified as N-(lauramidopropyl)-N,N-dimethyl-N-carboxymethylammonium betaine; such an amphoteric surfactant is available commercially, identified as Tegobetaine C Amphoteric Surfactant, from the Goldschmidt Chemical Company.
  • amphoteric compounds which may be used as amphoteric surfactants in shampoo formulations are those of the imidazoline type as disclosed in U.S. Pat. No. 2,781,354. A variety of such agents are available commercially under the commercial designation "Miranol" Amphoteric Surface Active Agents.
  • pH adjustments of the shampoo formulation may be easily made by the addition of various appropriate organic acids and bases such as alkanolamines.
  • alkanolamide type As detergents of the nonionic type, those referred to generally as the alkanolamide type have a wide application. These are generally identified as condensation products of alkanolamines with long chain fatty acids, typical products being mixtures resulting from the reaction of diethanolamine and a long chain fatty acid. The condensation of diethanolamine with a long chain fatty acid such as lauric acid gives a typical compound identified as lauryl diethanolamide. Depending on the purity and the method of preparation, certain amine fatty acid condensation products containing as high as 85 to 90 percent of the alkanolamide are referred to as "high purity" or "super amides.” Such products are often used in shampoos; in addition to detergent action they are considered also to have some hair conditioning effects.
  • Long chain fatty amine oxides further identified as higher alkyl dialkylamine oxides also find application in shampoo compositions and are believed to enhance conditioning effect to some extent.
  • the shampoo compositions used as illustrative of the invention will be based primarily on the use of an amphoteric material as identified above as the major cleansing agent component with only minor amounts of the nonionic surfactant.
  • the combination of extract of chamomile with urea or thiourea for use in a shampoo formulation to give the superior effects of the shampoo compositions of the invention is novel and gives essentially unique effects, particularly with reference to curl retention properties. This of course, is in addition to the generally satisfactory results in the use of the shampoo formulations with respect to leaving the hair in a soft, pleasant, easily manageable condition and with imparting lustrous shine and color highlights.
  • the fluid extract of chamomile is used.
  • This may be in the form of the natural chamomile extract obtainable for example, as a 25 percent solution.
  • the chamomile may be in the form of a natural or synthetic oil of chamomile.
  • compositions from about 1 part to 3 parts per 100 parts of the composition of urea or thiourea may be used.
  • a practical and preferable ratio of 25 percent chamomile extract to thiourea is in the range of 3 to 2.
  • the improved shampoo compositions of the invention are described as aqueous shampoo compositions.
  • the unique feature is the combination of the extract of chamomile with urea or thiourea; although described primarily as a component of an aqueous shampoo compositions can be made up as a lotion, a creme, a pack, a concentrate, or even in the form of a rinse, and will be applicable then as a hair conditioning component suitable for application in an aqueous shampoo composition or otherwise as a hair conditioning agent.
  • extract of chamomile refers to the extract of German or Hungarian chamomile, otherwise identified as Matricaria; extract of chamomile designated as, common-, English-, or Roman, is a different product. In all the examples the extract of Matricaria is used.
  • aqueous shampoo composition at a basic pH.
  • the above formulation may also be prepared with a modification wherein 2 parts of polyethylene glycol (6000) distearate are also included, resulting in some increase in conditioning effect.
  • aqueous shampoo composition at an acidic pH.
  • pH adjustments may be made by the addition of varying small amounts of an organic acid such as citric acid.
  • the method may be described as follows:
  • the swatch is washed in water, excess water removed, and then soaked and agitated in the shampoo for 3 minutes.
  • the hair is then dried in the hair drier for 90 minutes at about 50°C.
  • the swatches are then removed from the curlers and hung on graduated panels which are adapted to be able to measure and read the height of the curl in inches. Readings in inches are taken of the height of the curl initially and every 30 minutes for two hours.
  • L t length of hair after exposure for time "t" expressed in minutes and after five combings.

Abstract

Improved hair shampoo composition containing extract of chamomile in combination with urea, having hair conditioning effects and special curl retention properties.

Description

BACKGROUND OF THE INVENTION
This invention relates to an improved hair shampoo composition and more particularly to an improved hair shampoo composition with hair conditioning effects and special curl retention properties. More particularly it relates to an improved shampoo composition comprising extract of chamomile (Matricaria) in combination with urea.
Shampoos generally are aqueous compositions with cleansing agents and with other components or additives present for the purpose of improving performance with respect to the cleansing action on the hair and scalp and insofar as possible, to leave the hair in the desired, pleasing and satisfactory condition.
To be commercially acceptable, of course, it must be pleasant to use, producing a good foam or lather, must be easily rinsed from the hair with water, and it should leave the hair lustrous with a pleasant feel and in an easily combable and manageable condition.
To improve the results in using hair shampoo compositions, various agents are often added to improve the condition of the hair in various respects. In some instances creme rinse formulations or final sprays have been developed to achieve the desired conditioning effect, including improvement in manageability and wave set retention. Although various agents have been incorporated in shampoo compositions to give improved effects generally completely satisfactory results have been difficult to achieve.
Thus, it is an object of the invention to provide a liquid shampoo composition which is pleasant to use and which leaves the hair in a soft, lustrous, easily manageable condition with a pleasant feel and which, in addition, improves the retention of curls, for example, after curling under the hair drier.
The invention is based on aqueous shampoo compositions with amphoteric and nonionic surfactants as cleansing agents and containing in addition chamomile extract in combination with urea or thiourea.
The improved shampoo compositions of the invention thus provide shampoos which have good lathering effects, and easy to use, have good rinseability and leave the hair in a lustrous condition with a soft and silky feel, easily manageable and with improved curl retention or wave set effects. The shampoo compositions of the invention may be prepared to be effective either in acidic pH range (pH 4.5 to 6.5) or the alkaline pH range (pH 7.0 to 8.5). This is a desirable effect in that depending on the color of the hair, a special improvement results in highlighting the color of the hair, for example, in the acidic range, blonde hair acquires special brillance with a warm blonde appearance, while in the alkaline pH range, brown hair appears a warmer brown in both instances with a desirable highlighting effect.
A special feature of the shampoo composition is an improvement in curl retention time or wave set retention.
The shampoo compositions of the invention, in addition to the novel combination of the extract of chamomile and urea or thiourea, are made up with known commercially available conventional aqueous shampoo components, for example, with amphoteric or nonionic surfactants as the primary cleansing agent fraction.
In addition, of course conventional conditioning agents, dispersants, emulsifiers, opacifiers, thickeners, preservatives, components for pH control, colorants, fragrance material, etc, may also be used.
Amphoteric detergents have been previously used in shampoo formulations where desirable and satisfactory cleansing action results. In addition to the detergent effect, it is also understood that they also impart at least to some degree conditioning properties to the mixture. As amphoteric surfactants, there may be used a variety of amphoteric compounds, for example, compounds of the betaine type as disclosed in U.S. Pat. No. 3,225,074. An example of such a betaine suitable as an amphoteric surfactant in shampoo compositions is the betaine derived from coconut fatty acids which may be identified as N-(lauramidopropyl)-N,N-dimethyl-N-carboxymethylammonium betaine; such an amphoteric surfactant is available commercially, identified as Tegobetaine C Amphoteric Surfactant, from the Goldschmidt Chemical Company. As further examples of amphoteric compounds which may be used as amphoteric surfactants in shampoo formulations are those of the imidazoline type as disclosed in U.S. Pat. No. 2,781,354. A variety of such agents are available commercially under the commercial designation "Miranol" Amphoteric Surface Active Agents.
Using these amphoteric surfactants, pH adjustments of the shampoo formulation may be easily made by the addition of various appropriate organic acids and bases such as alkanolamines.
As detergents of the nonionic type, those referred to generally as the alkanolamide type have a wide application. These are generally identified as condensation products of alkanolamines with long chain fatty acids, typical products being mixtures resulting from the reaction of diethanolamine and a long chain fatty acid. The condensation of diethanolamine with a long chain fatty acid such as lauric acid gives a typical compound identified as lauryl diethanolamide. Depending on the purity and the method of preparation, certain amine fatty acid condensation products containing as high as 85 to 90 percent of the alkanolamide are referred to as "high purity" or "super amides." Such products are often used in shampoos; in addition to detergent action they are considered also to have some hair conditioning effects.
Long chain fatty amine oxides further identified as higher alkyl dialkylamine oxides also find application in shampoo compositions and are believed to enhance conditioning effect to some extent.
Although various amphoteric and nonionic surfactants are suitable in the shampoo compositions of the invention, the shampoo compositions used as illustrative of the invention will be based primarily on the use of an amphoteric material as identified above as the major cleansing agent component with only minor amounts of the nonionic surfactant. The combination of extract of chamomile with urea or thiourea for use in a shampoo formulation to give the superior effects of the shampoo compositions of the invention is novel and gives essentially unique effects, particularly with reference to curl retention properties. This of course, is in addition to the generally satisfactory results in the use of the shampoo formulations with respect to leaving the hair in a soft, pleasant, easily manageable condition and with imparting lustrous shine and color highlights.
In the shampoo compositions from about 1 to 5 parts of the fluid extract of chamomile is used. This may be in the form of the natural chamomile extract obtainable for example, as a 25 percent solution. The chamomile may be in the form of a natural or synthetic oil of chamomile.
In the compositions from about 1 part to 3 parts per 100 parts of the composition of urea or thiourea may be used. A practical and preferable ratio of 25 percent chamomile extract to thiourea is in the range of 3 to 2.
As stated above, various other conventional additives as are used in the shampoo art may also be present.
The improved shampoo compositions of the invention are described as aqueous shampoo compositions. The unique feature is the combination of the extract of chamomile with urea or thiourea; although described primarily as a component of an aqueous shampoo compositions can be made up as a lotion, a creme, a pack, a concentrate, or even in the form of a rinse, and will be applicable then as a hair conditioning component suitable for application in an aqueous shampoo composition or otherwise as a hair conditioning agent.
The invention is further illustrated by the Examples which follow.
In the Examples, it is understood that extract of chamomile refers to the extract of German or Hungarian chamomile, otherwise identified as Matricaria; extract of chamomile designated as, common-, English-, or Roman, is a different product. In all the examples the extract of Matricaria is used.
EXAMPLE 1 Preparation of Shampoo Composition (With Chamomile Extract and Urea)
The following components were combined to form an aqueous shampoo composition at a basic pH.
______________________________________                                    
                     Parts                                                
Amphoteric Detergent (1)                                                  
                       50.0                                               
Nonionic amine oxide detergent (2)                                        
                       4.0                                                
Chamomile Extract (3)  3.0                                                
Urea                   2.0                                                
Triethanolamine (85%)  1.0                                                
Nonionic emulsifier (4)                                                   
                       1.5                                                
Perfume                0.3                                                
Water to make          100 parts total                                    
______________________________________                                    
 (1) Tegobetaine C Amphoteric Detergent.                                  
 (2) Aromox c/12W bis(2-hydroxyethyl)cocoamine oxide                      
 (3) Chamomile extract, German --25 percent                               
 (4) Tween 20, emulsifier, polyoxyethylene sorbitan monolaurate.          
This resulted in a shampoo composition with a pH about 8.3.
The mixture remained clear with no apparent change in appearance or performance after storage about 40 days at 3°C., RT and 40°C.
The above formulation may also be prepared with a modification wherein 2 parts of polyethylene glycol (6000) distearate are also included, resulting in some increase in conditioning effect.
EXAMPLE 2 Preparation of Shampoo Composition (With Chamomile Extract and Urea)
The following components were combined to form an aqueous shampoo composition at an acidic pH.
______________________________________                                    
                     Parts (%)                                            
Amphoteric Detergent (1)                                                  
                       50.0                                               
Nonionic Amine Oxide Detergent (2)                                        
                       4.0                                                
Chamomile Extract (3)  3.0                                                
Urea                   2.0                                                
Nonionic Emulsifier (4)                                                   
                       1.5                                                
Perfume                0.3                                                
Water to make          100 parts total                                    
______________________________________                                    
 (1) Tegobetaine, an Amphoteric Detergent                                 
 (2) Aromox C/12W bis(2-hydroxyethyl)cocoamine oxide                      
 (3) Chamomile Extract, German 25%                                        
 (4) Tween 20, Emulsifier, polyoxyethylene sorbitan monolaurate.          
This resulted in a shampoo composition with a pH of about 5.75.
In this type formulation, pH adjustments may be made by the addition of varying small amounts of an organic acid such as citric acid.
EXAMPLE 3 Curl Retention Testing Method
For evaluation of the curl retention properties of the shampoo compositions, the method may be described as follows:
1. Swatches of hair about 7 inches long each weighing 1 gram are used.
2. The swatch is washed in water, excess water removed, and then soaked and agitated in the shampoo for 3 minutes.
3. It is then again washed with water and the excess water is removed.
4. The moist swatches are then rolled on identical curlers in the same pattern.
5. The hair is then dried in the hair drier for 90 minutes at about 50°C.
6. The swatches are then removed from the curlers and hung on graduated panels which are adapted to be able to measure and read the height of the curl in inches. Readings in inches are taken of the height of the curl initially and every 30 minutes for two hours.
7. After two hours the swatch is combed 5 times and is then measured again.
The percent curl retention is then calculated using the following formula: ##EQU1## L = length of hair fully extended Lo = length of hair before exposure (or initial height of curl).
Lt = length of hair after exposure for time "t" expressed in minutes and after five combings.
These tests are carried out at room temperature and relative humidity at a temperature of about 97° to 103°F.
Results are shown in the table which follows:
                                  Table                                   
__________________________________________________________________________
Curl Retention Results                                                    
              Height of Curl in Inches - After Time Shown                 
                                        Condition                         
                                              Temp. &                     
                                                    Type Weight &         
         No. of    30  60  90  120 After 5                                
                                        % Curl                            
                                              Relative                    
                                                    of   Length of        
Formula  Swatches                                                         
              Initial                                                     
                   Min.                                                   
                       Min.                                               
                           Min.                                           
                               Min.                                       
                                   Combings                               
                                        Retention                         
                                              Humidity                    
                                                    Hair of               
__________________________________________________________________________
                                                         Swatch           
Control  30   0.62 3.19                                                   
                       3.45                                               
                           3.62                                           
                               3.80                                       
                                   4.12 45.1  97°F                 
                                                    Natural               
                                                         0.9 g            
Water                                         48%   Brown                 
                                                         7"               
Comp. of 30   0.70 2.82                                                   
                       3.05                                               
                           3.09                                           
                               3.13                                       
                                   3.56 54.6  98°F                 
                                                    Natural               
                                                         0.9 g            
Ex. 1                                         51%   Brown                 
                                                         7"               
Control  40   0.62 0.71                                                   
                       0.84                                               
                           --  0.91                                       
                                   1.64 84.0  Ambient                     
                                                    Ditto                 
                                                         Ditto            
Water                                         73-76°F              
                                              22-33%                      
Comparison                                                                
         25   0.70 0.80                                                   
                       0.86                                               
                           0.94                                           
                               --  1.40 88.8  Ditto Ditto                 
                                                         Ditto            
Shampoo                                                                   
Comp. of 30   0.54 0.61                                                   
                       0.65                                               
                           0.66                                           
                               0.69                                       
                                   1.11 91.1  Ditto Ditto                 
                                                         Ditto            
of Ex. 1                                                                  
Comparison                                                                
         15   0.98 1.05                                                   
                       1.18                                               
                           1.2 1.26                                       
                                   1.8  83.6  Ditto Ditto                 
                                                         Ditto            
Urea Only                                                                 
Comparison                                                                
         10   0.62 0.67                                                   
                       0.72                                               
                           0.72                                           
                               0.72                                       
                                   1.35 88.5  Ditto Ditto                 
                                                         Ditto            
Chamomile Only                                                            
__________________________________________________________________________

Claims (5)

What is claimed is:
1. An aqueous shampoo composition with curl retention properties which comprises as the major cleansing agent component an amphoteric detergent and minor amounts of a nonionic detergent and a combination of chamomile extract with urea or thiourea, said urea or thiourea being in the range of about 1 percent to 3 percent and said chamomile as a 25 percent extract being in a ratio in the range of 3 to 2 to said urea or thiourea.
2. The shampoo composition as in claim 1 where the pH of the composition is from about 4.5 to 6.5.
3. The shampoo composition as in claim 1 where the pH of the composition is from about 7.0 to 8.5.
4. The aqueous shampoo composition as in claim 1 containing from about 15 percent to 25 percent of an amphoteric detergent as the primary cleansing agent and 1 percent to 5 percent of chamomile extract with 2 percent of urea or thiourea, the pH of the composition being between about 4.5 and 8.5.
5. The shampoo composition as in claim 4 where the amphoteric detergent is a betaine.
US05/535,937 1974-12-23 1974-12-23 Hair conditioning shampoo containing chamomile extract and urea or thiourea Expired - Lifetime US3984538A (en)

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US05/535,937 US3984538A (en) 1974-12-23 1974-12-23 Hair conditioning shampoo containing chamomile extract and urea or thiourea
CA238,458A CA1066194A (en) 1974-12-23 1975-10-28 Hair conditioning shampoo composition with curl retention properties

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4596711A (en) * 1983-11-18 1986-06-24 Bonomelli Spa Therapeutic compositions of trichomonacide activity, based on the total extract of chamomile flowers
US4752467A (en) * 1981-01-15 1988-06-21 Wella Aktiengesellschaft Hair treatment agent and method for improving the conditon of hair
US6010990A (en) * 1998-03-05 2000-01-04 Bristol-Myers Squibb Company High alkaline hair compositions for increased fullness and body
US20070134190A1 (en) * 2005-12-12 2007-06-14 L'oreal All weather hair conditioning composition
US20080102119A1 (en) * 2006-11-01 2008-05-01 Medtronic, Inc. Osmotic pump apparatus and associated methods
ITMI20102165A1 (en) * 2010-11-23 2012-05-24 Medichem Srl COMPOSITION FOR WASHING HAIR AND SCALP LEATHER
US11021678B2 (en) * 2017-10-17 2021-06-01 Kao Corporation Liquid detergent composition for hard surfaces

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3243346A (en) * 1960-11-30 1966-03-29 Aschaffenburger Zellstoffwerke Thiazolidine-4-carboxylic acid and its esters in a hair compositions method
US3590122A (en) * 1967-05-12 1971-06-29 Colgate Palmolive Co Shampoo composition
US3650280A (en) * 1969-12-03 1972-03-21 David Roberts Cosmetic treatment of hair with thiourea or urea and glyoxal

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3243346A (en) * 1960-11-30 1966-03-29 Aschaffenburger Zellstoffwerke Thiazolidine-4-carboxylic acid and its esters in a hair compositions method
US3590122A (en) * 1967-05-12 1971-06-29 Colgate Palmolive Co Shampoo composition
US3650280A (en) * 1969-12-03 1972-03-21 David Roberts Cosmetic treatment of hair with thiourea or urea and glyoxal

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4752467A (en) * 1981-01-15 1988-06-21 Wella Aktiengesellschaft Hair treatment agent and method for improving the conditon of hair
US4596711A (en) * 1983-11-18 1986-06-24 Bonomelli Spa Therapeutic compositions of trichomonacide activity, based on the total extract of chamomile flowers
US6010990A (en) * 1998-03-05 2000-01-04 Bristol-Myers Squibb Company High alkaline hair compositions for increased fullness and body
US6348439B1 (en) 1998-03-05 2002-02-19 Bristol-Myers Squibb Company High alkaline hair compositions for increased fullness and body
US20070134190A1 (en) * 2005-12-12 2007-06-14 L'oreal All weather hair conditioning composition
US20080102119A1 (en) * 2006-11-01 2008-05-01 Medtronic, Inc. Osmotic pump apparatus and associated methods
ITMI20102165A1 (en) * 2010-11-23 2012-05-24 Medichem Srl COMPOSITION FOR WASHING HAIR AND SCALP LEATHER
US11021678B2 (en) * 2017-10-17 2021-06-01 Kao Corporation Liquid detergent composition for hard surfaces

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